Movies Like The Private Lives of Pippa Lee
If you liked The Private Lives of Pippa Lee (2009), a comedy and drama movie directed by Rebecca Miller, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.
- 1
In the Land of Women (2007)
★ 5.9/10Also romance and comedyAfter a bad breakup with his girlfriend leaves him heartbroken, Carter Webb moves to Michigan to take care of his ailing grandmother. Once there, he gets mixed up in the lives of the mother and daughters who live…
- 2
Spoiler Alert (2022)
★ 7/10Also romance and comedyJournalist Michael Ausiello embarks on a rollercoaster ride of emotions when Kit Cowan, his partner of 14 years, is diagnosed with terminal cancer.
- 3
The Best You Can (2025)
★ 7/10Also comedy and romanceCynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside…
- 4
Love & Sex (2000)
★ 6.2/10Also comedy and dramaWhen her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back…
- 5
Irreplaceable You (2018)
★ 7/10Also comedy and dramaA stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.
- 6
The Invite (2026)
★ 7.2/10Also comedy and dramaJoe and Angela's marriage is on thin ice. When they invite their enigmatic upstairs neighbors for a dinner party, the night spirals into unexpected places. Have they reignited the spark or lit the match that burns it…
- 7
Enemies, a Love Story (1989)
★ 6.2/10Also comedy and dramaA ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.
- 8
How to Please a Woman (2022)
★ 6.3/10Also romance and comedyWhen her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.
- 9
After Everything (2018)
★ 6.3/10Also comedy and dramaWhen Elliot, a brash 23-year-old living carefree in New York City, meets the sensible Mia and receives a damning diagnosis all in the same week, his world is turned completely upside down. But as their love blossoms…
- 10
Numb (2007)
★ 5.9/10Also comedy and dramaHudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel…
- 11
Ode to Joy (2019)
★ 6.1/10Also comedy and dramaCharlie suffers from a serious disease that causes acute narcolepsy whenever he is happy. Although he develops a variety of techniques to deny himself pleasure and deal with his sleep issues, they’re put to the test…
- 12
Friends with Kids (2012)
★ 5.9/10Also comedy and dramaIn the wake of their friends' marriages and eventual offspring, longtime pals Julie and Jason decide to have a child together without becoming a couple. By becoming "time-share" parents, they reason, they can…
- 13
Young People Fucking (2007)
★ 5.9/10Also comedy and dramaOn a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by…
- 14
XX/XY (2002)
★ 6/10Also drama and comedyThree friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
- 15
Solitary Man (2009)
★ 5.9/10Also comedy and dramaA car magnate watches his personal and professional life hit the skids because of his business and romantic indiscretions.
- 16
Hello I Must Be Going (2012)
★ 5.9/10Also drama and comedyAn affair with a 19-year old actor helps reinvigorate life for thirty-something Amy after she moves home to her parents’ house following her divorce.
- 17
The Roses (2025)
★ 6.7/10Also comedy and dramaLife seems easy for picture-perfect couple Ivy and Theo: successful careers, a loving marriage, great kids. But beneath the façade of their supposed ideal life, a storm is brewing – as Theo's career nosedives while…
- 18
The Good House (2021)
★ 6.1/10Also romance and dramaWhen wry New England realtor Hildy Good rekindles a romance with her old high-school flame, Frank Getchell, it ignites long-buried emotions and family secrets that propel Hildy toward a reckoning with the one person…
- 19
Cyrus (2010)
★ 5.9/10Also comedy and dramaWith John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before…
- 20
Venus (2006)
★ 6.7/10Also comedy and dramaMaurice is an aging veteran actor who becomes taken with Jessie, the grandniece of his closest friend. When Maurice tries to soften the petulant and provincial young girl with the benefit of his wisdom and London…